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$118+ Cheap flights from Connecticut to Winnipeg (YWG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheap flight deals from Connecticut to Winnipeg

Keep the following information in mind while searching for Connecticut to Winnipeg flight deals. Data was last updated April 25, 2025.

Round-trip from

$266
(Kiwi.com)

One-way from

$128
(Kiwi.com)
From Connecticut to Winnipeg
Search Deals
One-way flight from Connecticut to Winnipeg
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Find flight deals from Connecticut to Winnipeg

Cheapest flights from Connecticut to Winnipeg
Explore the most affordable flight options available from Connecticut to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/710:00 pmEWR - YWG
1 stop19h 28mMultiple Airlines
Wed 5/149:00 amYWG - EWR
1 stop11h 06mMultiple Airlines
Deal found 4/24$266
This Mytrip deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/279:55 amLGA - YWG
1 stop7h 30mMultiple Airlines
Sat 5/315:10 pmYWG - LGA
1 stop14h 45mMultiple Airlines
Deal found 4/24$312
This Mytrip deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2710:45 amJFK - YWG
1 stop6h 40mFlair Airlines
Sat 5/315:10 pmYWG - JFK
1 stop15h 50mFlair Airlines
Deal found 4/24$316
This Trip.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/56:15 amLGA - YWG
1 stop7h 10mPorter Airlines
Sun 6/156:10 amYWG - LGA
1 stop9h 20mPorter Airlines
Deal found 4/25$323
This Mytrip deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/710:45 amJFK - YWG
1 stop6h 40mMultiple Airlines
Sat 6/1411:45 amYWG - JFK
2 stops21h 15mMultiple Airlines
Deal found 4/24$352
This Air Canada deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/139:00 amJFK - YWG
1 stop7h 04mAir Canada
Tue 8/191:40 pmYWG - JFK
1 stop8h 09mAir Canada
Deal found 4/25$359
This United Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/297:20 amLGA - YWG
1 stop9h 11mUnited Airlines
Thu 7/31:40 pmYWG - LGA
1 stop5h 18mUnited Airlines
Deal found 4/24$364
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/85:15 pmEWR - YWG
1 stop6h 31mPorter Airlines
Sun 6/1511:45 amYWG - EWR
2 stops8h 10mPorter Airlines
Deal found 4/24$381
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/217:50 amLGA - YWG
1 stop10h 01mDelta
Tue 8/2612:40 pmYWG - LGA
1 stop10h 07mDelta
Deal found 4/23$382
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/267:45 amJFK - YWG
1 stop10h 06mDelta
Sun 8/3112:40 pmYWG - JFK
1 stop10h 14mDelta
Deal found 4/23$382
This United Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/86:55 amJFK - YWG
1 stop12h 07mUnited Airlines
Sun 6/157:00 pmYWG - JFK
1 stop13h 39mUnited Airlines
Deal found 4/24$443
This Air Canada deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/189:00 amEWR - YWG
1 stop6h 02mAir Canada
Sun 5/255:00 amYWG - EWR
1 stop6h 23mAir Canada
Deal found 4/25$469

Cheapflights Fare Finder

Customize your flight search to find flights from Connecticut to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 25, 2025.
Use the filters below to find and compare flights from Connecticut to Winnipeg that are best for you.

Fly from

Connecticut

Fly to

Winnipeg

Route

Depart

Return

Price

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 5/7

10:00 pm-4:28 pm

1 stop19h 28m

Winnipeg

Wed 5/14

9:00 am-9:06 pm

1 stop11h 06m

$266

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 5/27

9:55 am-4:25 pm

1 stop7h 30m

Winnipeg

Sat 5/31

5:10 pm-8:55 am

1 stop14h 45m

$312

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Tue 5/27

10:45 am-4:25 pm

1 stop6h 40m

Winnipeg

Sat 5/31

5:10 pm-10:00 am

1 stop15h 50m

$316

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 6/5

6:15 am-12:25 pm

1 stop7h 10m

Winnipeg

Sun 6/15

6:10 am-4:30 pm

1 stop9h 20m

$323

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sat 6/7

10:45 am-4:25 pm

1 stop6h 40m

Winnipeg

Sat 6/14

11:45 am-10:00 am

2 stops21h 15m

$352

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 8/13

9:00 am-3:04 pm

1 stop7h 04m

Winnipeg

Tue 8/19

1:40 pm-10:49 pm

1 stop8h 09m

$359

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sun 6/29

7:20 am-3:31 pm

1 stop9h 11m

Winnipeg

Thu 7/3

1:40 pm-7:58 pm

1 stop5h 18m

$364

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sun 6/8

5:15 pm-10:46 pm

1 stop6h 31m

Winnipeg

Sun 6/15

11:45 am-8:55 pm

2 stops8h 10m

$381

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 8/21

7:50 am-4:51 pm

1 stop10h 01m

Winnipeg

Tue 8/26

12:40 pm-11:47 pm

1 stop10h 07m

$382

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Tue 8/26

7:45 am-4:51 pm

1 stop10h 06m

Winnipeg

Sun 8/31

12:40 pm-11:54 pm

1 stop10h 14m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 37 results
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Best time to book a flight from Connecticut to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Winnipeg

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated April 25, 2025.
To help decide which airline to fly from Connecticut to Winnipeg, see what other customers have to say about Porter Airlines, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
285 reviews

Crew

8.8

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
285 reviews
Porter Airlines
8.0
Very good
285 reviews

Crew

8.8

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Delta
8.0
Very good
7,920 reviews
Porter Airlines
8.0
Very good
285 reviews

Crew

8.8

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
United Airlines
7.4
Good
8,685 reviews
Porter Airlines
8.0
Very good
285 reviews

Crew

8.8

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
WestJet
7.2
Good
2,818 reviews
Porter Airlines
8.0
Very good
285 reviews

Crew

8.8

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Canada
7.0
Good
9,207 reviews
Porter Airlines
8.0
Very good
285 reviews

Crew

8.8

Entertainment

7.0

Boarding

8.2

Food

7.6

Comfort

8.1

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Winnipeg from Connecticut?

    If you book a flight to Winnipeg from Connecticut, you will be flying to Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 4.6 mi from the center of Winnipeg.

  • What are the cheapest airlines to fly from Connecticut to Winnipeg one-way?

    One-way options have recently been found by users for as low as $147 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $167 and Delta from $172 one-way.

  • What are the most popular routes from Connecticut to Winnipeg?

    While some choose either New York John F Kennedy Intl - Winnipeg or New York LaGuardia - Winnipeg, Newark - Winnipeg is the most popular route from Connecticut to Winnipeg.

  • Can I find deals for flights from Connecticut to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Connecticut to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Winnipeg.

  • Can I find deals for business class flights from Connecticut to Winnipeg?

    Yes. Cheapflights offers flight deals from Connecticut to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Connecticut to Winnipeg (average of $358). Flying from Connecticut to Winnipeg in April is currently the most expensive (average of $506). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Connecticut to Winnipeg

Discover the top airline that operate flights from Connecticut to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$620Average$867FlexibilityNo cancel feeOn-timeN/A

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